Synthesis p. 101 - 106 (1989)
Update date:2022-08-05
Topics:
Mikolajczyk, Marian
Balczewski, Piotr
The title compound is obtained in 80percent yield by silylation of the lithium salt of diethyl 1-methylthiomethylphosphonate.Other approaches involving sulfenylation of diethyl 1-trimethylsilylmethylphosphonate or the Arbuzov reaction of triethyl phosphite with bromo(methylthio)(trimethylsilyl)methane are less efficient.Aldehydes react with the lithium salt of diethyl (methylthio)(trimethylsilyl)methylphosphonate to give the corresponding 1-methylthioethenylphosphonates in good yields (60-85percent) while the reaction with ketones is more complex and Peterson reaction products are formed in very low yields.Methylation, silylation, sulfenylation, and oxidation of the title compound are also described.
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